RU2419601C2 - Способ фторирования анилидных производных и фторированные производные бензотиазола в качестве in vivo визуализирующих агентов - Google Patents

Способ фторирования анилидных производных и фторированные производные бензотиазола в качестве in vivo визуализирующих агентов Download PDF

Info

Publication number
RU2419601C2
RU2419601C2 RU2008103989/04A RU2008103989A RU2419601C2 RU 2419601 C2 RU2419601 C2 RU 2419601C2 RU 2008103989/04 A RU2008103989/04 A RU 2008103989/04A RU 2008103989 A RU2008103989 A RU 2008103989A RU 2419601 C2 RU2419601 C2 RU 2419601C2
Authority
RU
Russia
Prior art keywords
formula
compound
alkyl
fluoro
hydrogen
Prior art date
Application number
RU2008103989/04A
Other languages
English (en)
Russian (ru)
Other versions
RU2008103989A (ru
Inventor
Энтони Эймон СТОРИ (GB)
Энтони Эймон СТОРИ
Клэр Луис ДЖОУНЗ (GB)
Клэр Луис ДЖОУНЗ
Денис Раймон Кристоф БУВЕ (GB)
Денис Раймон Кристоф БУВЕ
Никола ЛАСБИСТЕ (GB)
Никола ЛАСБИСТЕ
Стивен Майкл ФЭРУЭЙ (NO)
Стивен Майкл ФЭРУЭЙ
Лоренцо УИЛЛЬЯМЗ (NO)
Лоренцо УИЛЛЬЯМЗ
Александер Марк ГИБСОН (GB)
Александер Марк ГИБСОН
Роберт Джеймс НЭРН (GB)
Роберт Джеймс НЭРН
Фархад КАРИМИ (SE)
Фархад КАРИМИ
Бенгт ЛАНГСТРОМ (SE)
Бенгт ЛАНГСТРОМ
Original Assignee
Джи-И Хелткер Лимитед
Джи-И Хелткер АС
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Джи-И Хелткер Лимитед, Джи-И Хелткер АС filed Critical Джи-И Хелткер Лимитед
Publication of RU2008103989A publication Critical patent/RU2008103989A/ru
Application granted granted Critical
Publication of RU2419601C2 publication Critical patent/RU2419601C2/ru

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/68Preparation of compounds containing amino groups bound to a carbon skeleton from amines, by reactions not involving amino groups, e.g. reduction of unsaturated amines, aromatisation, or substitution of the carbon skeleton
    • C07C209/74Preparation of compounds containing amino groups bound to a carbon skeleton from amines, by reactions not involving amino groups, e.g. reduction of unsaturated amines, aromatisation, or substitution of the carbon skeleton by halogenation, hydrohalogenation, dehalogenation, or dehydrohalogenation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00Preparation of halogenated hydrocarbons
    • C07C17/093Preparation of halogenated hydrocarbons by replacement by halogens
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K51/00Preparations containing radioactive substances for use in therapy or testing in vivo
    • A61K51/02Preparations containing radioactive substances for use in therapy or testing in vivo characterised by the carrier, i.e. characterised by the agent or material covalently linked or complexing the radioactive nucleus
    • A61K51/04Organic compounds
    • A61K51/041Heterocyclic compounds
    • A61K51/044Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine, rifamycins
    • A61K51/0453Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine, rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J19/00Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J19/24Stationary reactors without moving elements inside
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00Compounds containing amino groups bound to a carbon skeleton
    • C07C211/43Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C07C211/44Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to only one six-membered aromatic ring
    • C07C211/45Monoamines
    • C07C211/46Aniline
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D277/00Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/60Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
    • C07D277/62Benzothiazoles
    • C07D277/64Benzothiazoles with only hydrocarbon or substituted hydrocarbon radicals attached in position 2
    • C07D277/66Benzothiazoles with only hydrocarbon or substituted hydrocarbon radicals attached in position 2 with aromatic rings or ring systems directly attached in position 2
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2219/00Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/24Stationary reactors without moving elements inside
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/55Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Optics & Photonics (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Physics & Mathematics (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Plural Heterocyclic Compounds (AREA)
RU2008103989/04A 2005-08-12 2006-08-11 Способ фторирования анилидных производных и фторированные производные бензотиазола в качестве in vivo визуализирующих агентов RU2419601C2 (ru)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GBGB0516564.2A GB0516564D0 (en) 2005-08-12 2005-08-12 Fluorination process
GB0516564.2 2005-08-12

Publications (2)

Publication Number Publication Date
RU2008103989A RU2008103989A (ru) 2009-09-20
RU2419601C2 true RU2419601C2 (ru) 2011-05-27

Family

ID=35098197

Family Applications (1)

Application Number Title Priority Date Filing Date
RU2008103989/04A RU2419601C2 (ru) 2005-08-12 2006-08-11 Способ фторирования анилидных производных и фторированные производные бензотиазола в качестве in vivo визуализирующих агентов

Country Status (21)

Country Link
US (3) US8410312B2 (zh)
EP (1) EP1915330B1 (zh)
JP (2) JP5566605B2 (zh)
KR (2) KR101409608B1 (zh)
CN (2) CN101282920B (zh)
AU (1) AU2006281216B2 (zh)
BR (1) BRPI0614752B1 (zh)
CA (1) CA2618448C (zh)
DK (1) DK1915330T3 (zh)
ES (1) ES2527864T3 (zh)
GB (1) GB0516564D0 (zh)
HK (1) HK1177463A1 (zh)
IL (1) IL188933A0 (zh)
MX (2) MX341173B (zh)
NO (1) NO341560B1 (zh)
NZ (1) NZ565333A (zh)
PL (1) PL1915330T3 (zh)
PT (1) PT1915330E (zh)
RU (1) RU2419601C2 (zh)
WO (1) WO2007020400A1 (zh)
ZA (1) ZA200801860B (zh)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB0516564D0 (en) * 2005-08-12 2005-09-21 Ge Healthcare Ltd Fluorination process
WO2008106442A1 (en) * 2007-02-27 2008-09-04 Ge Healthcare Limited Synthesis of [18f] fluoromethyl benzene using benzyl pentafluorobenzenesulfonate
DK2182988T3 (da) * 2007-08-30 2014-05-26 Ge Healthcare Ltd Radiofarmaceutisk præparat
EP2238074A2 (en) 2008-01-03 2010-10-13 GE Healthcare UK Limited Fluoride processing method
ES2540536T3 (es) 2008-09-23 2015-07-10 Wista Laboratories Ltd. Ligandos para moléculas tau agregadas
GB0921967D0 (en) * 2009-12-17 2010-02-03 Ge Healthcare Ltd Novel Aryloxyanilide Derivatives
GB201019303D0 (en) 2010-11-15 2010-12-29 Strom Hans E P Agents and methods for visualising analytes
CN103613589B (zh) * 2013-11-29 2016-03-30 江苏华益科技有限公司 一种用于神经退行性疾病领域的新型pet显像剂前体及标准品的合成方法
WO2016087653A1 (en) 2014-12-04 2016-06-09 Ge Healthcare Limited Method of removing acetaldehyde from radioactive pharmaceuticals
JP6485914B2 (ja) * 2015-10-28 2019-03-20 日本メジフィジックス株式会社 フルテメタモルの製造方法
JP6955347B2 (ja) 2017-02-28 2021-10-27 日本メジフィジックス株式会社 フルテメタモルの製造方法

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3878206A (en) * 1973-06-06 1975-04-15 Morton Norwich Products Inc 9-(Substituted amino)imidazo{8 4,5-f{9 quinolines
FR2449677B1 (fr) 1979-02-26 1986-03-28 Fabre Sa Pierre Nouveaux derives de benzoyl-2 glycylanilides substitues, leur preparation et leur application en tant que medicaments anxiolytiques
FR2693781B1 (fr) * 1992-07-15 1994-10-28 Otis Elevator Co Dispositif de réglage de la tension d'un câble faisant boucle.
DE4402056A1 (de) 1994-01-25 1995-07-27 Basf Ag p-Phenylendiamin-Derivate und sie enthaltende fungizide Mittel
US7270800B2 (en) * 2000-08-24 2007-09-18 University Of Pittsburgh Thioflavin derivatives for use in antemortem diagnosis of Alzheimer's disease and in vivo imaging and prevention of amyloid deposition
GB0229686D0 (en) * 2002-12-20 2003-01-29 Amersham Plc Solid-phase fluorination of benzothiazoles
RU2440995C2 (ru) * 2003-03-14 2012-01-27 Юнивесити Оф Питсбэг Производные бензотиазола, фармацевтическая композиция, обладающая свойством связывать амилоид, и способ детекции отложений амилоида у млекопитающего
CA2438032C (en) 2003-03-14 2013-05-07 University Of Pittsburgh Benzothiazole derivative compounds, compositions and uses
PT1771208E (pt) * 2004-07-02 2013-09-24 Univ Pittsburgh Utilização de derivados de tioflavina radiorotulados em imagiologia amiloide para avaliar terapias anti-amiloide
GB0516564D0 (en) * 2005-08-12 2005-09-21 Ge Healthcare Ltd Fluorination process

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
D.A.FORSYTH et al, Intrinsic and Equilibrium NMR Isotope Shift Evidence for Negative Hyperconjugation, J. AM. CHEM. SOC., 1986, 108, 2157-2161. A.ZAKRZEWSKA et al, 4-Fluoroanilines: synthesis and decomposition, J. FLUORINE CHEM., 2001, 111, 1-10. E.D.BERGMANN et al, An improved method for the preparation of fluorine-substituted aromatic amines, J. ORG. CHEM., 1954, 19, 1594-1599. M.ZHANG et al, Synthesis of 3-Methylkynurenic Acid Derivatives, CHINESE J. ORG. CHEM., 2004, 24, No.4, 440-443. S.STAVBER et al, New, mild, directed and high yield method for the fluorofunctionalisation of aromatic molecules, J. FLUORINE CHEM., 1991, 54, 268-268. D.J.MILNER, Fluoroaromatics from arylamines, a convenient one-pot conversion using nitrosonium tetrafluoroborate, SYNTH. COMMUN., 1992, 22, 73-82. *

Also Published As

Publication number Publication date
MX341173B (es) 2016-08-10
KR20130114279A (ko) 2013-10-16
US9468694B2 (en) 2016-10-18
KR101392538B1 (ko) 2014-05-07
JP2009507775A (ja) 2009-02-26
IL188933A0 (en) 2008-04-13
WO2007020400A1 (en) 2007-02-22
CN102731432A (zh) 2012-10-17
CA2618448A1 (en) 2007-02-22
US9126961B2 (en) 2015-09-08
NO341560B1 (no) 2017-12-04
JP5566605B2 (ja) 2014-08-06
US20130225829A1 (en) 2013-08-29
HK1177463A1 (zh) 2013-08-23
CN101282920B (zh) 2014-06-04
MX2008002068A (es) 2008-04-16
US20150328344A1 (en) 2015-11-19
BRPI0614752B1 (pt) 2024-01-09
US20100234611A1 (en) 2010-09-16
NZ565333A (en) 2011-07-29
KR101409608B1 (ko) 2014-06-18
NO20081167L (no) 2008-03-05
KR20080035618A (ko) 2008-04-23
JP2014028837A (ja) 2014-02-13
BRPI0614752A2 (pt) 2012-12-04
EP1915330A1 (en) 2008-04-30
CN102731432B (zh) 2015-10-21
RU2008103989A (ru) 2009-09-20
PT1915330E (pt) 2015-01-16
AU2006281216A1 (en) 2007-02-22
ES2527864T3 (es) 2015-01-30
DK1915330T3 (en) 2015-01-19
ZA200801860B (en) 2008-12-31
CN101282920A (zh) 2008-10-08
CA2618448C (en) 2014-05-06
US8410312B2 (en) 2013-04-02
PL1915330T3 (pl) 2015-03-31
AU2006281216B2 (en) 2012-01-19
GB0516564D0 (en) 2005-09-21
EP1915330B1 (en) 2014-12-10

Similar Documents

Publication Publication Date Title
RU2419601C2 (ru) Способ фторирования анилидных производных и фторированные производные бензотиазола в качестве in vivo визуализирующих агентов
RU2315769C2 (ru) Нуклеофильное фторирование в твердой фазе
PL198553B1 (pl) Sposób wytwarzania oksazolinowych związków pośrednich do otrzymywania florfenikolu lub jego analogów i sposób wytwarzania florfenikolu
JP2006510705A (ja) ベンゾチアゾール類の固相フッ素化
JP2006510707A (ja) ウラシル及びシトシンの固相フッ素化
WO2007141529A1 (en) Fluoridation method
KR20140076575A (ko) 18f―표지된 생분자의 합성 방법
US20090286992A1 (en) Formation of 18f and 19f fluoroarenes bearing reactive functionalities
MX2013015239A (es) Sintesis directa de compuestos 18f-fluorometoxi para generacion de imagenes por pet y el suministro de precursores nuevos para radiosintesis directa de derivados protegidos de o-([18f]fluorometil)tirosina.
JP2771994B2 (ja) プロペン酸誘導体の製造法
CN109265409B (zh) 一种2-取代的苯并噁唑和2-取代的苯并噻唑及其衍生物的合成方法
JP7440208B2 (ja) アルキル化の方法
WO2015091558A1 (en) Quinoline derivates as precursors of 18f-labelled radiotracers and radiolabelling method
JPH0359066B2 (zh)